Performance indicators for the Kihei short-term rental market based on reliable data.
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The highest-performing listings in Kihei.
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Challenging to Investors
STRs are legally allowed but heavily constrained: non-transferable STRH permits with tight age/ownership rules and regional caps, significant inspection/document requirements, and a moratorium on new condo STRs. Existing apartment-zoned units operate via the limited Minatoya/TVR list and face a phase‑out risk under Bill 9 unless carved‑out, creating notable uncertainty for investors.
Local STR Agent
STR specialist · Kihei, HI
Kihei is a sun-drenched beach town located on the leeward (southwestern) coast of Maui, in Maui County, Hawaii. With an approximate population of 20,000 residents, it is one of the island's most visited destinations and feels less like a traditional town than a long, low-rise strip of condos, vacation rentals, shops, and restaurants stretched along the Pacific. The community trades formality for a laid-back, swim-shorts-and-sandals atmosphere, drawing visitors who come for the reliably warm weather, gentle ocean conditions, and some of Maui's most accessible beaches. Kihei sits about ten miles south of Kahului, the island's main commercial hub and home to Maui's primary airport, and roughly a thirty-minute drive from the resort enclave of Wailea to its south and the historic town of Wailuku to the north.
Just up the slope from Kihei rises the island's defining landmark, Haleakalā National Park, where the massive shield volcano that forms more than three-quarters of Maui towers to over 10,000 feet. The park is famous for its otherworldly crater, sweeping desert-like landscapes, and — for early risers — sunrise views above the clouds. The drive from Kihei to the summit is roughly 60 miles and takes about two to two-and-a-half hours, winding through ranch country, eucalyptus forests, and multiple climate zones before reaching the visitor areas near the rim.
Closer to sea level, the string of Kamaole Beach Parks running through central Kihei offers three contiguous oceanfront parks known simply as Kam I, Kam II, and Kam III. These sandy coves are popular for swimming, bodyboarding, and, especially at the rocky points on either end, excellent snorkeling when ocean conditions are calm. They sit within walking distance of most of Kihei's condominiums and hotels, making them the de facto backyard beach for the area.
A short drive west of Kihei, the small harbor village of Maalaea is home to the Maui Ocean Center, a well-regarded marine aquarium focused on the unique ecosystems of the Hawaiian Islands, including live coral displays, a walk-through shark tunnel, and endemic Hawaiian species. The aquarium is about a ten-minute drive from central Kihei, and Maalaea Harbor itself serves as a launch point for seasonal whale-watching cruises, snorkeling excursions to nearby Molokini, and sunset sails.
Further afield, the road to Hana and the lush windward (eastern) side of Maui begins roughly an hour and a half from Kihei, offering a completely different landscape of rainforests, waterfalls, and coastal vistas for guests willing to make a day trip. Closer still, the small community of Wailea, just minutes to the south, anchors Maui's most concentrated cluster of luxury resorts, golf courses, and the frequently photographed beaches of Wailea and Polo Beach.
For short-term rental owners, Kihei's appeal is straightforward: it combines the practical advantages of being the closest major resort area to Maui's airport with year-round beach weather, a deep bench of nearby attractions that range from volcanic summits to coral reefs, and an established tourist infrastructure of restaurants and shops. Guests can spend an entire vacation based here without ever needing to drive more than an hour, while still having access to essentially every experience Maui is known for.